Chatham Holidays from AU$2,327

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Your Chatham Holiday

Book one of our holiday packages to Chatham and immerse yourself in the charms of this interesting neighbourhood. Especially known for its golfing, your next epic adventure begins right here. Love to take in the sights? Nancy Lopez Legacy Golf & Country Club and Glenview Champions Country Club are two nearby attractions to visit during your trip to Chatham. Whatever your ideal Chatham holiday may look like, you can turn it into reality with Expedia.

Top Holiday Package Deals in Chatham

Price found within the past 48 hours. Click for updated prices.
Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area

4 out of 5
Price was AU$2,718, price is now AU$2,327 per person
AU$2,327
per person
10 Dec - 16 Dec
found 21 hours ago
Return flight included
Melbourne (MEL) to Orlando (MCO)
8.6/10 Excellent! (1,406 reviews)
Friendly staff! The room was comfortable.

Reviewed on 2 Nov 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was AU$4,236, price is now AU$3,041 per person
AU$3,041
per person
10 Dec - 16 Dec
found 21 hours ago
Return flight included
Melbourne (MEL) to Orlando (MCO)
9/10 Wonderful! (1,003 reviews)
Not crowded had the run of the place

Reviewed on 26 Oct 2025

Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Price was AU$3,283, price is now AU$2,639 per person
AU$2,639
per person
10 Dec - 16 Dec
found 21 hours ago
Return flight included
Melbourne (MEL) to Orlando (MCO)
9.2/10 Wonderful! (1,146 reviews)
Every day we had problems getting into the house, and it was really annoying to come back tired and not be able to get in.

Reviewed on 25 Oct 2025

Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
Price was AU$4,621, price is now AU$3,925 per person
AU$3,925
per person
10 Dec - 16 Dec
found 21 hours ago
Return flight included
Melbourne (MEL) to Orlando (MCO)
9.6/10 Exceptional! (301 reviews)
Amazing property, amazing food and staff, would definitely stay here again!

Reviewed on 24 Oct 2025

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
Price was AU$3,046, price is now AU$2,616 per person
AU$2,616
per person
10 Dec - 16 Dec
found 21 hours ago
Return flight included
Melbourne (MEL) to Orlando (MCO)
9/10 Wonderful! (3,644 reviews)
Our entire stay was wonderful and an overall great experience! The staff were very friendly and we have nothing bad to say; would stay again!

Reviewed on 29 Oct 2025

Our guide on where to stay in Chatham

Find the best Chatham areas and neighborhoods for the activities you enjoy most. Learn more about Chatham
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Lake Sumter Landing

1 out of top 10 points of interest in this area

Though Lake Sumter Landing may not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Spanish Springs Town Square.

Find hotels in Lake Sumter Landing

Our pick of the best Chatham Hotel Deals

Equus Inn Ocala

Equus Inn Ocala

2.5 out of 5
3434 Sw College Rd, Ocala, FL
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (1,662 reviews)
Such a great place to stay. We stayed on a wednesday night for just one night. My husband had surgery on his ankle that day.And we booked an accessible room. I cannot tell you enough. How wonderful Everything was from start to finish. Kim at the front desk, paid art check in very easy. A young man ...

Reviewed on 31 Oct 2025

Get rates
Equus Inn Ocala
Motel 6 Ocala, FL - Conference Center

Motel 6 Ocala, FL - Conference Center

2 out of 5
3810 NW Blitchton Road, Ocala, FL
Fully refundableReserve now, pay when you stay
The price is AU$66 per night from 16 Nov to 17 Nov
AU$66
16 Nov - 17 Nov
includes taxes & fees
6/10 (627 reviews)
Nice

Reviewed on 26 Oct 2025

Motel 6 Ocala, FL - Conference Center
Days Inn by Wyndham Ocala North

Days Inn by Wyndham Ocala North

2 out of 5
3811 NW Blitchton Road, Ocala, FL
The price is AU$91 per night from 5 Nov to 6 Nov
AU$91
5 Nov - 6 Nov
includes taxes & fees
7.8/10 Good! (366 reviews)
Great value, clean and convenient!
The value of our stay was the best surprise. Cleanliness is the most important and that need was met. The bed was inviting and comfortable. All amenities were appreciated, with the only thing missing being a coffee maker in the room. Coffee was available in the lobby but a bit inconvenient for being ...

Reviewed on 27 Oct 2025

Days Inn by Wyndham Ocala North
See all 2,366 properties in Chatham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
All Inclusive Holidays
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Frequently asked questions

How much does a Chatham holiday package cost?
Starting from just AU$2,327, a package is your passport to affordable travel. Put together your Chatham adventure by picking from our huge range of hotels, flights and rental cars.
How do I get a cheap travel package to Chatham?
Crafting your own Chatham holiday package with Expedia is such a simple way to save. We offer access to over 550 airlines and 1 000 000 hotels all over the world. With such an awesome range to pick from, you'll have no issues pulling together your dream holiday.
Where should I stay in Chatham?
If you hope to check out Nancy Lopez Legacy Golf & Country Club, skip commuting and stay nearby. It's one of the best attractions in the area.
What are the top hotels in Chatham?
Whether you're planning to stay for one night or one week in Chatham, you'll get a wonderful night's rest at Sunny Home In The Villages With Pool Access. This option is popular with lots of travellers.
How far in advance should I book my Chatham holiday?
To bag discount prices, book as early as you can. Air carriers typically release flight tickets, along with some of the lowest fares, up to a year prior to departure. Hotels, car rental and activities should also be booked early to avoid disappointment. If you were hoping for a last-minute getaway in Chatham, there are always plenty of great bargains to be had on Expedia. Book your escape today!
What does an Expedia Chatham travel package include?
From hotels and flights to rental cars, Expedia can help you shape a Chatham package that's right for you. Holidaying for a week or two? Consider a hotel, flight and rental car bundle. If you can only manage a quick getaway, a hotel and airfare deal could be more your style. Experiences can also be added after you've booked. Our holiday packages make it easy to plan and save.
What should I know before booking a Chatham travel package?
Tailor deals that fit your budget with an Expedia package. Airfares, hotels, rental cars — we've got everything you need to plan your getaway. You'll save precious cash just by combining your bookings. Whether you're going on a skiing adventure or sunning yourself on a warm beach, your dream getaway is only clicks away.
Can I choose my airline with a Chatham Expedia holiday package?
You certainly can. We offer more than 550 partner airlines throughout the world, so go with the carrier that's a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Chatham holiday package?
Don't worry if you're rethinking your Chatham holiday package — you can cancel or amend your booking. And if you've booked it within the last 24 hours, you may be able to do it at no cost. However, bookings made more than 24 hours ago may incur fees from your airline, hotel or car rental company. We totally understand life can occasionally throw a spanner in the travel works, so head to our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.

Activities

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

AU$84
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
See all activities in The Villages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.